I have an iMac with airport express and I also have a logitech bluetooth speaker adapter.
Seemingly I cannot play through both at the same time.
I have even tried going to the MIDI settings and creating an 'aggregate' audio device but it just flips back after a few seconds of it being selected (to a working method)
EDIT: Snow Leopard 10.6.8
Best Answer
The app Airfoil allow multiple output synchronization (you can download a 10.6 version here (Airfoil for Mac 3).